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Direct Enamido C(sp2)−H Diphosphorylation Enabled by a PCET‐Triggered Double Radical Relay: Access to gem‐Bisphosphonates
Ist Teil von
Chemistry : a European journal, 2020-04, Vol.26 (24), p.5515-5521
Ort / Verlag
Germany: Wiley Subscription Services, Inc
Erscheinungsjahr
2020
Quelle
Wiley Online Library All Journals
Beschreibungen/Notizen
Herein we report a novel and straightforward protocol for the construction of valuable gem‐BPs by means of proton‐coupled electron‐transfer (PCET)‐triggered enamido C(sp2)−H diphosphorylation. This reaction represents a rare example of realizing the challenging double C−P bond formation at a single carbon atom, thus providing facile access to a broad variety of structurally diverse bisphosphonates from simple enamides under silver‐mediated conditions. Initial mechanistic studies demonstrated that the diphosphorylation involves two rounds of PCET‐initiated radical relay process.
C−P bond formation: By taking advantage of a PCET‐triggered radical relay process, a new general method to versatile valuable functionalized gem‐bisphosphonates is described (see scheme).